Rearrangement of 1-Arylindoles to 5H-Dibenzazepines

DOI: 10.1016/0040-4020(94)01082-B

Source and publish data:

Tetrahedron p. 2091 - 2098 (1995)

Update date:2022-08-05

Topics:

Authors:

Tokmakov, Gennadii P.

Grandberg, Igor I.

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Article abstract of DOI:10.1016/0040-4020(94)01082-B

An unusual acid-catalyzed rearrangement of 1-arylindoles 1 to 5H-dibenzazepines 2 has been discovered.It can be used for the preparation of 2.The influence of the nature and the position of the substituents in the initial molecule 1 on the rearrangement is discussed.A possible mechanism of the reaction is suggested.A convenient method for preparation of 1-arylindoles 1c-k by means of arylation of 1-unsubstituted indoles with aryl halides by the Ullmann reaction is described.

Full text of DOI:10.1016/0040-4020(94)01082-B

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